Patent GB-947607-A (GB)
Title: Chromium-containing azomethine dyestuffs
Inventor: VELLINS CYRIL ERIC
IPC: C09B62/00
Filed: 1961-05-03
Abstract: The invention comprises chromium-containing azomethine dyes of the formula <FORM:0947607/C3/1> wherein V is the residue of a metallizable azomethine dye of the formula <FORM:0947607/C3/2> in which A is a phenylene or naphthylene radical which may be substituted, D is a hydroxy, alkoxy or carboxy group attached to A ortho to the nitrogen atom, B is an aromatic or heterocyclic radical which may be substituted and the hydroxy group is attached to a carbon atom in B which is adjacent to the carbon atom to which the -CH= group is attached, W is the residue of an azomethine dye of the above formula, which may be the same as V, a metallizable mono-azo dyestuff or a colourless organic compound which will form chromium complexes, n is 1, 2, 3 or 4 and X is a reactive group, which is defined as a group capable of reacting with textile materials containing hydroxy or amino groups with the formation of a covalent bond between the material and the dye. Reactive groups specified are halo-triazinylamino, halo-pyrimidylamino, haloalkyl groups attached via oxy, thio, amino or sulphone, haloacylamino, alkenyl attached via sulphone or acylamino, alkyl- or arylsulphonyloxy-alkylsulphone, acyloxyalkylsulphone, chloronitrobenzenesulphonylamino and epoxypropyl groups.  The monoazo dyes are mainly o : o1-dihydroxymonoazo or o - carboxy - o1 - hydroxymonoazo dyes and may be obtained by coupling diazotized aminophenols, aminonaphthols and anthranilic acid and substituted derivatives thereof with amino phenols, aminonaphthols, acetoacetanilides, pyrazolones, aminopyrazoles, barbituric acid, hydroxyquinoline and naphthylamines. The colourless compounds mentioned are o-dihydroxy-, o-amino-hydroxy-o-hydroxy-carboxy-, o-amino-carboxy- and o-dicarboxy-benzenes and naphthalenes, hydroxy-quinolines and quinoline or pyridine carboxylic acids. The azomethine dye, the monoazo dye and the colourless organic compound may each contain reactive groups as defined above.  The chromium complexes are made by chroming a suitable azomethine dye or an appropriate mixture of azomethine dyes or of an azomethine dye and a monoazo dye or a colourless organic compound, or by reacting a 1 : 1-chromium complex of a suitable azomethine dye with an appropriate azomethine or monoazo dye or colourless organic compound.  The complexes in which the reactive group is an acylated amino group may also be made by acylating the corresponding chromium complex containing an acylatable amino group, and those complexes containing a reactive group of the formula -SO2-T-O-Q-R11, where T is alkylene, Q is -CO- or -SO2- and R11 is alkyl or aryl which may be substituted are made by treating a complex of the formula <FORM:0947607/C3/3> with an acylating agent derived from an acid of the formula HO-Q-R11.  Examples are given. The complexes dye and print wool, silk, fibres of polyamides, polycaprolactam, polyurethanes and polyacrylonitrile, and leather. The Provisional Specification further relates to chromium complexes of the formula (1) shown above where W, X and n are as above and V is the residue of an azomethine of the formula <FORM:0947607/C3/4> where A, B and D are as above and R is a lower alkyl radical, e.g. one containing from 1 to 6 carbon atoms.  Specifications 493,314 and 787,986 are referred to.